Plot hole: Towards the end of the "The Hard Goodbye" segment from the first film after Marv has killed Cardinal Roark, a newspaper clipping shows that the Cardinal's brother Senator Roark was decrying the atrocity. However, at the very end of this movie, Nancy kills Senator Roark with Marv's assistance. Since Marv was captured and imprisoned immediately after he killed Cardinal Roark, that means that the killing of Senator Roark had to have occurred before "The Hard Goodbye", which means Senator Roark should not have been alive to decry his own brother's murder.

Factual error: When Joseph Gordon-Levitt is playing poker, they are using Morgan style silver dollars. The stacks of dollars are treated as $100 dollars. But a Morgan dollar is 2.4 mm thick, a hundred dollars would be 9 .44 inches high and the stacks of coins were about half of that.

Trivia: Josh Brolin Dwight had been previously portrayed by actor Clive Owen in the first film. As originally planned, Brolin would play the character prior to his plastic surgery, while Owen would reprise his role and play Dwight post plastic-surgery. However, Owen was unavailable to reprise his role, and thus prosthetics were used to attempt to make Brolin's post-surgery look subtly similar to Owen's facial structure.

Trivia: A third film was planned during production, which would have mostly been based upon the comic storyline known as "Hell and Back." But due to "A Dame to Kill For" bombing at the box office, the third film has been placed on hold indefinitely. Series creator and film co-director Frank Miller has said he would still like to make the third film eventually, however.

Trivia: A sequel to "Sin City" was planned shortly after the release of the original film in 2005, but due to scheduling conflicts, false starts and problems finding funding, the movie was not made until 2014- nine years after the original film came out.